Top St Augustine Sightseeing Cruises

Cruise St. Augustine’s intracoastal waterway at sunset on this BYOB boat trip. Admire sights including the Bridge of Lions from the water at the most scenic time of day—sundown. Watch for dolphins and other marine life in the wild, hear tales about the city you may otherwise miss, and enjoy your preferred drinks as you sail and sightsee.

This boat tour takes you onto the waters of St. Augustine in search of pods of bottlenose dolphins. As you explore, learn about local history and dolphins' biology and behavior from the expert crew, who know just where to find these mammals as well as other marine life such as turtles, manatee, osprey, and pelicans.

Sail along St. Augustine’s picturesque coastline—and indulge in a number of generous wine samples—during this two-in-one tour. Make your own way to the dock, hop aboard the pontoon boat, and get comfortable: as you set off, you’ll see landmarks like the Castillo de San Marcos, the Bridge of Lions, and more. You’ll also taste six different wines, and will have access to the on-board bar.

Discover a new perspective on St. Augustine—and enjoy a relaxing trip out on the water—on this sightseeing boat tour. Pick from multiple start times, head to the marina, and hop aboard. See highlights like the Bridge of Lions, Castillo de San Marcos National Monument, and National Shrine of Our Lady of La Leche, and learn the stories behind the sights from your captain’s narration.

As the sun dips below the horizon and darkness cloaks the ancient city of St. Augustine, the bayfront tells a different story—one of restless spirits, eerie legends, and the lingering echoes of centuries past. Join us on our Haunted History Cruise, where spooky tales and history comes alive on the water. Led by our captivating guides, you’ll cruise along the Matanzas Bay and hear chilling tales tied to America’s oldest city. From the haunted lighthouse to the ghostly shores of the Castillo, this journey is steeped in spine-tingling lore. What you should know: This cruise is geared towards adults and teens, 13 and up.

See St. Augustine from a new perspective with this leisurely sunset cruise. Climb aboard a boat for a scenic cruise including views of Castillo de San Marcos National Monument, the Bridge of Lions, and the St. Augustine Lighthouse. Sip beer or wine from the on-board bar with the Osprey, 21 and older option, or select the Island Breeze option for a family-friendly experience.

St. Augustine is one of the oldest cities in the United States and is a spectacular sight when viewed from the water. Get a glimpse of the city’s historic district and surrounding area during this sunset boat tour. You’ll cruise around the banks of downtown St. Augustine, gazing at sites like the Bridge of Lions and the Castillo de San Marcos National Monument. You’ll also venture into the St. Augustine Inlet and see St. Augustine Lighthouse & Maritime Museum.